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Best Live Music Experiences in Portland and Booth Bay, Maine

Viewed by 238 travelers

Day 1: Portland music day

Portland, Maine on July 23, 2025

8:00am

Breakfast at The Holy Donut

Start your day with uniquely crafted potato donuts, a local favorite that is open from 7am, perfect to fuel up before your music day.
USD5-10, 1h0m

10:00am

Explore Old Port

Stroll through the historic Old Port district filled with boutiques, galleries, and street musicians to get into the local vibe before attending live shows.
Free, 2h0m

12:30pm

Lunch at Eventide Oyster Co.

Enjoy fresh seafood and an inviting atmosphere at this well-known restaurant open from 11:30am, combining Portland’s coastal charm with excellent cuisine.
USD20-35, 1h0m

2:00pm

Visit Maine State Pier

Relax at the pier area, and you might catch some afternoon street music performances along the waterfront.
Free, 1h0m

4:00pm

Sound check/early performance at Port City Music Hall

Check the schedule for afternoon or early evening sound check and warm-up sessions at this popular music venue, typically open by late afternoon for events.
Varies, 1h30m

6:30pm

Dinner at The Honey Paw

Enjoy a casual dinner with a global street food vibe open from 5pm, setting you up nicely before an evening of live music.
USD25-40, 1h0m

8:00pm

Live music at Port City Music Hall

Experience live concerts by local or touring bands in a venue known for great sound and atmosphere; shows generally start around 8pm.
USD20-50, 2h0m

10:30pm

Nightcap at Blue

Unwind with some cool cocktails at Blue, a stylish bar open late with occasional live jazz or DJ sets.
USD10-20, 1h0m
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Day 2: Booth Bay coastal music

Booth Bay, Maine on July 24, 2025

8:30am

Breakfast at Standard Baking Co.

Enjoy freshly baked pastries and coffee from this beloved bakery in Booth Bay, open at 7am for those early risers.
USD5-15, 1h0m

10:00am

Booth Bay Harbor walk

Take a scenic walk along the harbor, enjoy street performers or occasional small music events near the waterfront.
Free, 1h30m

12:00pm

Lunch at The Lobster Dock

Dine on classic Maine seafood at this casual dockside spot, open at 11:30am, with delightful views and fresh lobster rolls.
USD15-30, 1h0m

1:30pm

Visit Coastal Maine Botanical Gardens

Open from 10am to 5pm, enjoy beautiful gardens and seasonal live music performances or events planned during summer months.
USD20, 2h0m

4:00pm

Relax at your hotel or local café

Enjoy a calm late afternoon with optional light music in boutique cafes or outdoor patios in Booth Bay.
Free to low cost, 1h0m

6:00pm

Dinner at Ports of Italy

This restaurant offers Italian cuisine with a focus on local ingredients, hosting occasional live music nights, usually starting around 7pm.
USD30-50, 1h30m

8:00pm

Evening concert at Boothbay Railway Village or local live music venue

Check for live performances or concerts hosted in seasonal venues – Booth Bay often features summer music events around town.
Varies, 2h0m
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